Walking Tour near Winter Hill, Massachusetts

Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

Embark on a thrilling adventure through Boston! Unravel mysteries of the American Revolution, learn about the Boston Massacre, and the city's seafaring tradition. Discover iconic landmarks like Norman B. Leventhal Park and Rose Fitzgerald Kennedy Greenway. Uncover the secrets of Boston Harbor and its islands. Test your knowledge with intriguing questions about historical events, famous personalities, and much more. Don't forget to capture memories with your camera!

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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!

Bob A.

Amazing experience. Very well set up.

Melissa S.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © Turtlenecks

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Puzzling Adventures Highlights

Team building
Informative
Outdoor activity
Exploration
No reservations
250+ Locations
Enriching
Flat rate price
Kid friendly
Photo Challenges
Accessible

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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directions

Boston Self-Guided Scavenger Hunt, 1 Devonshire Pl, Boston, MA 02109

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Directory

Walking Tour

Prospect Hill Walking Tour Roxbury Crossing Walking Tour West Somerville Walking Tour Chinatown/leather District Walking Tour Somerville Walking Tour Beacon Hill Walking Tour Medford Walking Tour Reservoir Walking Tour Roxbury Walking Tour Va Boston Healthcare System Brockton Campus Walking Tour Huron Village Walking Tour Dock Square Walking Tour Aberdeen Walking Tour West End Walking Tour Suffolk Downs Station Walking Tour Winthrop Walking Tour Cambridgeport Walking Tour Jamaica Plain Walking Tour Waterfront Walking Tour Boston Walking Tour Medford Hillside Walking Tour Dorchester North Walking Tour Squantum Walking Tour Kendall Square Walking Tour Beachmont Walking Tour Winthrop Highlands Walking Tour South Bay Walking Tour North Cambridge Walking Tour Cottage Park Walking Tour North Brighton Walking Tour Malden Walking Tour Fenway/kenmore Walking Tour Mount Ida Walking Tour Coolidge Corner Walking Tour Allston/brighton Walking Tour Chelsea Walking Tour Mission Hill Walking Tour Inner Belt Walking Tour Savin Hill Walking Tour Dorchester Center Walking Tour Revere Walking Tour Coolidge Hill Walking Tour Wellington Walking Tour Downtown Boston Walking Tour Orient Heights Walking Tour Old Cambridge Walking Tour Quincy Market Walking Tour Forest Hills Walking Tour Beaconsfield Walking Tour Admirals Hill Walking Tour East Somerville Walking Tour Brookline Walking Tour Uphams Corner Walking Tour Brookline Village Walking Tour East Boston Walking Tour Cottage Hill Walking Tour West Everett Walking Tour Malden Centre Walking Tour Jeffries Point Walking Tour Avon Hill Walking Tour Fort Winthrop Historical Walking Tour Mount Auburn Walking Tour City Point Walking Tour Back Bay Walking Tour Hendersonville Walking Tour Forest Hills Walking Tour Larchwood Walking Tour Winthrop Beach Walking Tour Sommerville Walking Tour Charlestown Walking Tour Cambridge Walking Tour Point Shirley Walking Tour Edgeworth Walking Tour Glenwood Walking Tour Downtown Financial District Walking Tour North End Walking Tour Fields Corner Walking Tour Grove Hall Walking Tour South Boston Walking Tour South End Walking Tour Crescent Beach Walking Tour Strawberry Hill Walking Tour Neponset Walking Tour Dorchester Walking Tour New Squantum Walking Tour Longwood Station Walking Tour Everett Walking Tour East Cambridge Walking Tour Winter Hill Walking Tour Court Park Walking Tour Brighton Walking Tour Faulkner Walking Tour Bay Village Walking Tour Spring Hill Walking Tour Ashmont Walking Tour Glendale Walking Tour Ten Hills Walking Tour Allston Walking Tour Mount Bowdoin Walking Tour Meeting House Hill Walking Tour

Scavenger Hunt

North End Scavenger Hunt Savin Hill Scavenger Hunt Spring Hill Scavenger Hunt Winthrop Beach Scavenger Hunt Ashmont Scavenger Hunt Chelsea Scavenger Hunt East Somerville Scavenger Hunt Strawberry Hill Scavenger Hunt South Bay Scavenger Hunt Winthrop Scavenger Hunt Fields Corner Scavenger Hunt Neponset Scavenger Hunt West End Scavenger Hunt Crescent Beach Scavenger Hunt Glendale Scavenger Hunt Cottage Hill Scavenger Hunt Admirals Hill Scavenger Hunt Mission Hill Scavenger Hunt Malden Centre Scavenger Hunt Fenway/kenmore Scavenger Hunt Uphams Corner Scavenger Hunt Dorchester Scavenger Hunt South End Scavenger Hunt Meeting House Hill Scavenger Hunt Jamaica Plain Scavenger Hunt Medford Hillside Scavenger Hunt Somerville Scavenger Hunt Inner Belt Scavenger Hunt Waterfront Scavenger Hunt Bay Village Scavenger Hunt South Boston Scavenger Hunt Quincy Market Scavenger Hunt Suffolk Downs Station Scavenger Hunt Winthrop Highlands Scavenger Hunt Allston Scavenger Hunt Everett Scavenger Hunt Malden Scavenger Hunt Forest Hills Scavenger Hunt North Cambridge Scavenger Hunt Medford Scavenger Hunt Beachmont Scavenger Hunt Longwood Station Scavenger Hunt New Squantum Scavenger Hunt Cottage Park Scavenger Hunt Larchwood Scavenger Hunt Huron Village Scavenger Hunt Fort Winthrop Historical Scavenger Hunt Roxbury Scavenger Hunt Dorchester Center Scavenger Hunt Coolidge Corner Scavenger Hunt Hendersonville Scavenger Hunt Coolidge Hill Scavenger Hunt Allston/brighton Scavenger Hunt Aberdeen Scavenger Hunt Glenwood Scavenger Hunt Dorchester North Scavenger Hunt Edgeworth Scavenger Hunt Boston Scavenger Hunt Old Cambridge Scavenger Hunt East Boston Scavenger Hunt Faulkner Scavenger Hunt Beaconsfield Scavenger Hunt Revere Scavenger Hunt Reservoir Scavenger Hunt Mount Auburn Scavenger Hunt West Everett Scavenger Hunt Sommerville Scavenger Hunt Charlestown Scavenger Hunt Wellington Scavenger Hunt Downtown Boston Scavenger Hunt Chinatown/leather District Scavenger Hunt Cambridge Scavenger Hunt Va Boston Healthcare System Brockton Campus Scavenger Hunt Forest Hills Scavenger Hunt Dock Square Scavenger Hunt Mount Bowdoin Scavenger Hunt Mount Ida Scavenger Hunt City Point Scavenger Hunt Cambridgeport Scavenger Hunt Prospect Hill Scavenger Hunt Roxbury Crossing Scavenger Hunt Avon Hill Scavenger Hunt Brookline Scavenger Hunt Winter Hill Scavenger Hunt Beacon Hill Scavenger Hunt Point Shirley Scavenger Hunt Brookline Village Scavenger Hunt Brighton Scavenger Hunt East Cambridge Scavenger Hunt Court Park Scavenger Hunt Ten Hills Scavenger Hunt Squantum Scavenger Hunt Grove Hall Scavenger Hunt Downtown Financial District Scavenger Hunt Orient Heights Scavenger Hunt North Brighton Scavenger Hunt Kendall Square Scavenger Hunt West Somerville Scavenger Hunt Jeffries Point Scavenger Hunt Back Bay Scavenger Hunt

Escape Room

Reservoir Escape Room Back Bay Escape Room Bay Village Escape Room Forest Hills Escape Room Cambridgeport Escape Room Spring Hill Escape Room Brookline Village Escape Room Chinatown/leather District Escape Room Avon Hill Escape Room Ashmont Escape Room Quincy Market Escape Room Grove Hall Escape Room Mount Auburn Escape Room Charlestown Escape Room Court Park Escape Room Revere Escape Room Coolidge Corner Escape Room Waterfront Escape Room Cottage Park Escape Room Downtown Financial District Escape Room North End Escape Room Coolidge Hill Escape Room Beaconsfield Escape Room Winthrop Beach Escape Room Hendersonville Escape Room Suffolk Downs Station Escape Room Old Cambridge Escape Room Downtown Boston Escape Room Beachmont Escape Room Fort Winthrop Historical Escape Room Ten Hills Escape Room East Boston Escape Room South Bay Escape Room Neponset Escape Room Jamaica Plain Escape Room Cambridge Escape Room Dock Square Escape Room Winthrop Escape Room Somerville Escape Room Sommerville Escape Room East Somerville Escape Room Squantum Escape Room Dorchester Escape Room Glenwood Escape Room Dorchester Center Escape Room West End Escape Room City Point Escape Room Mount Ida Escape Room Cottage Hill Escape Room Dorchester North Escape Room North Brighton Escape Room Larchwood Escape Room Winthrop Highlands Escape Room Inner Belt Escape Room Malden Escape Room Fields Corner Escape Room Wellington Escape Room Prospect Hill Escape Room Crescent Beach Escape Room Allston/brighton Escape Room Everett Escape Room Brighton Escape Room Longwood Station Escape Room Medford Escape Room Roxbury Crossing Escape Room South Boston Escape Room West Everett Escape Room Jeffries Point Escape Room Chelsea Escape Room Beacon Hill Escape Room Malden Centre Escape Room Meeting House Hill Escape Room Orient Heights Escape Room Admirals Hill Escape Room South End Escape Room Huron Village Escape Room Va Boston Healthcare System Brockton Campus Escape Room Medford Hillside Escape Room Edgeworth Escape Room North Cambridge Escape Room West Somerville Escape Room New Squantum Escape Room Glendale Escape Room Kendall Square Escape Room Allston Escape Room Savin Hill Escape Room Brookline Escape Room Fenway/kenmore Escape Room Strawberry Hill Escape Room Winter Hill Escape Room Uphams Corner Escape Room East Cambridge Escape Room Aberdeen Escape Room Mission Hill Escape Room Faulkner Escape Room Point Shirley Escape Room Forest Hills Escape Room Roxbury Escape Room Boston Escape Room Mount Bowdoin Escape Room

Treasure Hunt

Hendersonville Treasure Hunt Old Cambridge Treasure Hunt Beacon Hill Treasure Hunt Neponset Treasure Hunt Fenway/kenmore Treasure Hunt Dorchester Treasure Hunt Somerville Treasure Hunt Medford Hillside Treasure Hunt Brookline Village Treasure Hunt Huron Village Treasure Hunt Malden Centre Treasure Hunt Fort Winthrop Historical Treasure Hunt Coolidge Hill Treasure Hunt Wellington Treasure Hunt Dorchester North Treasure Hunt Beaconsfield Treasure Hunt Kendall Square Treasure Hunt West Somerville Treasure Hunt Boston Treasure Hunt North Cambridge Treasure Hunt Court Park Treasure Hunt Cambridge Treasure Hunt New Squantum Treasure Hunt Fields Corner Treasure Hunt Glendale Treasure Hunt Winthrop Highlands Treasure Hunt East Somerville Treasure Hunt Downtown Boston Treasure Hunt Strawberry Hill Treasure Hunt City Point Treasure Hunt Chinatown/leather District Treasure Hunt Forest Hills Treasure Hunt Quincy Market Treasure Hunt North End Treasure Hunt Back Bay Treasure Hunt Allston/brighton Treasure Hunt Va Boston Healthcare System Brockton Campus Treasure Hunt Forest Hills Treasure Hunt Inner Belt Treasure Hunt Mount Bowdoin Treasure Hunt Cambridgeport Treasure Hunt Downtown Financial District Treasure Hunt Brookline Treasure Hunt Chelsea Treasure Hunt Edgeworth Treasure Hunt Uphams Corner Treasure Hunt Roxbury Treasure Hunt South Boston Treasure Hunt Orient Heights Treasure Hunt North Brighton Treasure Hunt Savin Hill Treasure Hunt West End Treasure Hunt Ashmont Treasure Hunt Mount Auburn Treasure Hunt Dock Square Treasure Hunt Squantum Treasure Hunt West Everett Treasure Hunt Bay Village Treasure Hunt Glenwood Treasure Hunt Beachmont Treasure Hunt Admirals Hill Treasure Hunt Sommerville Treasure Hunt Cottage Park Treasure Hunt Jamaica Plain Treasure Hunt Meeting House Hill Treasure Hunt Medford Treasure Hunt Ten Hills Treasure Hunt Brighton Treasure Hunt Jeffries Point Treasure Hunt Everett Treasure Hunt Mission Hill Treasure Hunt Revere Treasure Hunt Winter Hill Treasure Hunt Mount Ida Treasure Hunt Longwood Station Treasure Hunt Cottage Hill Treasure Hunt Charlestown Treasure Hunt Grove Hall Treasure Hunt Roxbury Crossing Treasure Hunt Suffolk Downs Station Treasure Hunt Allston Treasure Hunt Malden Treasure Hunt Waterfront Treasure Hunt Aberdeen Treasure Hunt Crescent Beach Treasure Hunt Larchwood Treasure Hunt Reservoir Treasure Hunt Spring Hill Treasure Hunt East Cambridge Treasure Hunt Faulkner Treasure Hunt Coolidge Corner Treasure Hunt Winthrop Beach Treasure Hunt Winthrop Treasure Hunt East Boston Treasure Hunt Avon Hill Treasure Hunt South Bay Treasure Hunt Point Shirley Treasure Hunt Prospect Hill Treasure Hunt Dorchester Center Treasure Hunt South End Treasure Hunt

Amazing Race

Allston/brighton Amazing Race Charlestown Amazing Race South Bay Amazing Race Old Cambridge Amazing Race Beachmont Amazing Race Cambridgeport Amazing Race Malden Amazing Race East Somerville Amazing Race Avon Hill Amazing Race Neponset Amazing Race Hendersonville Amazing Race Crescent Beach Amazing Race Suffolk Downs Station Amazing Race Glendale Amazing Race New Squantum Amazing Race Sommerville Amazing Race Forest Hills Amazing Race West Everett Amazing Race Medford Amazing Race Squantum Amazing Race Va Boston Healthcare System Brockton Campus Amazing Race Roxbury Crossing Amazing Race Kendall Square Amazing Race Cottage Park Amazing Race Reservoir Amazing Race Meeting House Hill Amazing Race Brookline Village Amazing Race Fenway/kenmore Amazing Race Beaconsfield Amazing Race East Cambridge Amazing Race Ashmont Amazing Race Spring Hill Amazing Race South End Amazing Race Mission Hill Amazing Race Longwood Station Amazing Race Point Shirley Amazing Race Everett Amazing Race Forest Hills Amazing Race Grove Hall Amazing Race Cambridge Amazing Race Inner Belt Amazing Race Downtown Boston Amazing Race Quincy Market Amazing Race Mount Ida Amazing Race Edgeworth Amazing Race Strawberry Hill Amazing Race Orient Heights Amazing Race Court Park Amazing Race Winthrop Highlands Amazing Race Mount Bowdoin Amazing Race Huron Village Amazing Race Coolidge Corner Amazing Race South Boston Amazing Race Bay Village Amazing Race Winter Hill Amazing Race Brighton Amazing Race Dorchester North Amazing Race Winthrop Amazing Race City Point Amazing Race Winthrop Beach Amazing Race East Boston Amazing Race Jeffries Point Amazing Race Ten Hills Amazing Race Waterfront Amazing Race Chinatown/leather District Amazing Race Aberdeen Amazing Race Faulkner Amazing Race Cottage Hill Amazing Race Beacon Hill Amazing Race Somerville Amazing Race Dock Square Amazing Race Prospect Hill Amazing Race North Brighton Amazing Race Malden Centre Amazing Race Mount Auburn Amazing Race Brookline Amazing Race Medford Hillside Amazing Race Glenwood Amazing Race Boston Amazing Race Back Bay Amazing Race Revere Amazing Race North Cambridge Amazing Race West Somerville Amazing Race Fort Winthrop Historical Amazing Race Admirals Hill Amazing Race Dorchester Center Amazing Race Fields Corner Amazing Race Roxbury Amazing Race Coolidge Hill Amazing Race Downtown Financial District Amazing Race Dorchester Amazing Race Chelsea Amazing Race West End Amazing Race Uphams Corner Amazing Race Jamaica Plain Amazing Race Allston Amazing Race Wellington Amazing Race Savin Hill Amazing Race Larchwood Amazing Race North End Amazing Race

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